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Rosemary Beach Real Estate

Rosemary Beach real estate is one of the Best places to buy a home on the Emerald Coast and a mix between European and West Indian flavors with neutral colors for an overall breath-taking view. The beaches here are white sand, which makes it feel like you're on another planet! 

Rosemary Beach is 107 acres of natural beauty. A community like many others along 30A but added to the design is the perception of bringing the community, neighborhoods, and conveniences together in one place. Rosemary Beach's unique architecture is Dutch and West Indies-inspired with neutral colorings and well-lit front porch sitting areas. Rosemary Beach, FL is a very popular beachfront community located on the Emerald Coast of Florida.  The neighborhood is well known for its unique European Colonial architecture and the breath taking white sandy beaches. The entire community is walking distance to the beaches and the Town Center.  

You can find all sorts of shops to entertain your senses along 30A - from restaurants that serve fresh seafood straight outta seawater tanks (like REALLY aquariums) to art galleries showcasing local talented artists' work--and even some fun activities geared towards kids if they want something less strenuous than running around playing football or volleyball all day long. If you are looking for Rosemary Beach real estate and 

are looking for the Most Experienced Real Estate Company around to help you find the perfect home or sell your home, give Ash Caswell & Company a call.

Directions to Ash Caswell & Company from 30A, Florida.

Latest Rosemary Beach Listings

$2,850,000
1 Beds ⋅ 1 Baths ⋅ 1006810 MLS
Discover Antigua Blue, a fully renovated Gulf view condo nestled on Rosemary Beach's iconic Main Street. Boasting breathtaking views of the Gulf overlooking the Western Green, The Pearl Hotel, and Main Street's European charm. Positioned only a two minute walk to the beach, and less than a one minute walk to dining, coffee, and shopping. Perfectly blending modern sophistication with coastal charm, this property is an established, turn-key income-producing vacation rental.

72 Main St Unit 2A, Rosemary Beach
$2,365,000
3 Beds ⋅ 2 Baths ⋅ 1006424 MLS
Experience the pinnacle of refined coastal living in this exceptional residence overlooking the vibrant energy of Barrett Square in the heart of Rosemary Beach. Thoughtfully curated with timeless architecture, impeccable craftsmanship, and sophisticated designer finishes, this elegant retreat seamlessly blends the relaxed charm of Scenic Highway 30A with the comforts of luxury living. Warm whitewashed pecky cypress walls, rich hardwood flooring, and custom built-ins create an inviting yet elevated aesthetic, while expansive living and dining spaces are designed for both intimate gatherings and effortless entertaining. At the heart of the home, the stunning Italian-designed kitchen showcases sleek custom cabinetry, premium Wolf and Sub-Zero appliances, and exquisite attention to detail, delivering both beauty and exceptional functionality. The intelligently designed floor plan offers privacy for owners and guests alike, with each of the three spacious bedroom suites occupying its own private wing. Luxurious marble-appointed bathrooms provide spa-inspired accommodations, while private balconies overlook the iconic architecture, lively cafés, and charming streetscape of Barrett Square, placing the very best of Rosemary Beach just outside your door. Perfectly positioned within one of 30A's most coveted destinations, residents enjoy immediate access to award-winning restaurants, boutique shopping, owners' events, and the community's world-class amenities, including multiple resort-style pools, private beach access, fitness facilities, tennis and pickleball courts, and miles of scenic walking paths. Just moments from the sugar-white sands and emerald waters of the Gulf of Mexico, this extraordinary residence offers an unparalleled opportunity to embrace the Rosemary Beach lifestyle, where timeless coastal elegance, walkable convenience, and effortless luxury converge.

104 N Barrett Sq Unit 2B, Rosemary Beach
$1,595,000
1 Beds ⋅ 2 Baths ⋅ 1005942 MLS
Some properties put you in Rosemary Beach. Tabby Lofts #5 places you at the center of it. Overlooking Barrett Square's iconic fountain and green space, this well-maintained residence offers a front-row seat to one of the most coveted lifestyles on Scenic Highway 30A. From sunrise walks to the beach and afternoons spent exploring boutique shops to evenings enjoying some of 30A's most celebrated restaurants, the very best of Rosemary Beach unfolds just outside your door. Offered fully furnished and move-in ready, this 1-bedroom, 2-bath residence with a custom bunk room offers a thoughtfully designed living space, a wraparound balcony overlooking the heart of town, and a dedicated parking space--an increasingly rare convenience in one of the most walkable communities on the Emerald Coast. With Rosemary Beach's private beach access just down the street, owners can enjoy effortless access to the sugar-white sand and emerald waters of the Gulf while remaining steps from the town center's dining, shopping, and year-round events. Inside, includes KitchenAid appliances, upgraded cabinetry, countertops, and backsplash, creating a refined coastal aesthetic that feels both timeless and inviting. Natural light fills the living room through French doors that open directly to the wraparound balcony, while the primary suite enjoys its own French door access, creating a seamless connection between indoor comfort and outdoor living. The custom-built bunk room with an attached bath provides flexible accommodations for family and guests. What truly sets this residence apart is the lifestyle it affords. Leave the car parked and spend your days strolling to the beach, gathering with friends around Barrett Square, browsing local boutiques, or enjoying dinner at some of 30A's most sought-after dining destinations. Few properties offer the opportunity to experience Rosemary Beach exactly as it was intended--on foot, immersed in the community, and just moments from everything. Owners enjoy access to Rosemary Beach's private beach entrances, four resort-style pools, fitness center, tennis and pickleball courts, and miles of scenic walking and biking paths. Ideally positioned close to Alys Beach, Inlet Beach, and WaterSound Beach, Tabby Lofts #5 represents a rare opportunity to own one of the most desirable and recognizable residences in all of Rosemary Beach. Rarely does a residence combine a wraparound balcony overlooking Barrett Square, dedicated parking, easy beach access, and walkability to some of 30A's most celebrated dining destinations. Tabby Lofts #5 offers a front-row seat to the Rosemary Beach lifestyle--one of the most sought-after experiences along Florida's Emerald Coast.

84 N Barrett Sq Unit #5, Rosemary Beach
$4,250,000
5 Beds ⋅ 6 Baths ⋅ 1000614 MLS
Designed by award-winning architect Tim McNamara, 87 Bridgetown Avenue is a rare large-format family retreat ideally positioned on one of the quietest and most desirable streets in Rosemary Beach. Thoughtfully designed for multigenerational living and effortless entertaining, this exceptional courtyard residence combines architectural character with the practical functionality rarely found in Rosemary Beach. Spanning approximately 4,380 square feet, the property offers expansive gathering spaces, multiple indoor and outdoor living areas, elevator access to all levels, and exceptional sleeping accommodations for large families and guests. The main residence features three spacious king suites with private en suite baths, each complemented by its own private balcony, creating peaceful retreats throughout the home. A second-floor bunk area provides additional accommodations ideal for children or overflow guests, while the inviting living and dining spaces are designed for comfortable long-term stays rather than simply weekend occupancy. The first-floor living area is further enhanced by a warm and inviting wood-burning fireplace. Encompassing the entire third floor, the luxurious approximately 1,251-square-foot primary suite serves as a true private retreat, offering exceptional scale, privacy, and comfort rarely found in Rosemary Beach. The suite provides an elevated owner experience while maintaining separation from the home's guest and family gathering areas, and includes a spacious spa-inspired bath featuring a relaxing Jacuzzi soaking tub. Additional features of the primary suite include a private wet bar with mini refrigerator and a gas log fireplace, creating a peaceful and luxurious owner sanctuary. At the center of the home, the beautifully designed first-floor courtyard offers a private spa pool and inviting outdoor living space, creating an ideal setting for entertaining, relaxing after the beach, or enjoying quiet evenings with family and guests. The courtyard is anchored by an outdoor fireplace and a fully appointed outdoor kitchen featuring a Viking gas grill, sink, and mini refrigerator. Above the detached two-car garage, the carriage house creates a true private guest retreat with an additional king bedroom, bunk room, full bath, half bath, kitchenette, and its own private balcony--perfect for extended family, grandchildren, visiting guests, or private owner accommodations. One of the home's most valuable and increasingly rare features is its exceptional parking capacity. The property comfortably accommodates four private on-property parking spaces, including a two-car garage and two additional off-street spaces behind the garage, while also benefiting from unusually favorable street parking along quiet Bridgetown Avenue. Ideally situated near several of Rosemary Beach's most desirable owner amenities, the home enjoys close proximity to the Cabana Pool, the Owner's Pool, and the exclusive Owner's Pavilion--offering exceptional convenience for families, children, and guests while maintaining a peaceful and less congested setting within the community. The location also provides easy access to the Town Center, St. Augustine Green, shopping, dining, and the beach, creating an ideal balance of privacy, walkability, and resort-style living. Rich architectural details including Brazilian walnut hardwood flooring, pecky cypress millwork, multiple porches, and beautifully integrated outdoor spaces further distinguish this exceptional property. Rarely does a Rosemary Beach home combine this level of scale, functionality, parking, flexibility, and family-oriented design in such a premier location.

87 Bridgetown Ave, Rosemary Beach
$4,350,000
4 Beds ⋅ 5 Baths ⋅ 997272 MLS
Just one home from the Gulf with beautiful beach views, this exceptional Rosemary Beach retreat represents the lowest priced home in Rosemary Beach with Gulf views. Celebrated for its vibrant, curated interiors, the home has been featured in design books and magazines alike, including House Beautiful and Vern Yip's recently released book Color, Pattern, Texture. Thoughtfully redesigned by HGTV interior designer Vern Yip, the home blends elevated design with a playful beachside personality that makes it both stylish and welcoming. Recent updates include a new roof, fresh interior and exterior paint, kitchen appliances, quartz countertops, refreshed baths, new lighting, door hardware, window and wall coverings, and all new furnishings. The main house comfortably sleeps 12 with three bedrooms plus a spacious sleepover and entertainment room accommodating four additional guests. A carriage house above the one car garage offers Gulf views from its balcony and provides a private guest suite for two with a full kitchen, living area, bar seating for dining, bedroom and bath. The front door opens directly to the boardwalk just steps from the beach, while the second floor porch off the main living area offers a wonderful place to relax and take in Gulf views without leaving home. A home this close to the Gulf in Rosemary Beach is a rare and highly desirable opportunity.

2 N Spanish Town Ln, Rosemary Beach
$3,599,000
4 Beds ⋅ 4 Baths ⋅ 996457 MLS
This exceptional 4 bedroom 4 bath Rosemary Beach Retreat is perfectly situated on the Parkside of this highly coveted community, close to North Barrett Square and East Long Green. Having never been rented by the current owner, this property is in PRISTINE condition and has just enjoyed a 2025 refresh with new exterior and interior paint, kitchen appliances, furnishings, light fixtures, etc. On the 2nd floor you will find a primary retreat complete with a large private balcony, an ensuite bath with double vanity, separate shower and garden bathtub. An additional king-sized guestroom with its own porch and ensuite bath awaits. An additional den separates the primary and guest quarters allowing for maximum rest and relaxation. Thoughtfully designed for multigenerational enjoyment, the third floor offers a private retreat equally suited for children or adults--an inviting escape that enhances the home's versatility and livability. The professionally curated courtyard is a true extension of the living space, featuring a fully appointed summer kitchen, outdoor shower, and additional storage. This secluded outdoor sanctuary provides an ideal setting for al fresco dining and relaxed coastal evenings. Located just one block from the community's Sky Pool, Fitness Center, and Racquet Club, this residence offers effortless access to the exceptional amenities that define the Rosemary Beach lifestyle.

114 Bourne Ln, Rosemary Beach
$3,450,000
6 Beds ⋅ 5 Baths ⋅ 995496 MLS
Rosemary Beach compound featuring a 4-bedroom main residence and a 2-bedroom carriage house — a rare opportunity offering flexibility, privacy, and exceptional investment potential in the heart of town. Designed by renowned architect George Israel, the main house was completed in 2002, with the carriage house added in 2007 — creating a cohesive yet flexible property that is both architecturally significant and functionally versatile. The main residence is rich in character, offering gracious living spaces that open to beautifully designed screened porches, extending everyday living outdoors. Each bedroom enjoys its own private balcony, an uncommon luxury that invites fresh air and coastal breezes after a day at the beach. The carriage house offers its own sense of retreat, complete with a 160-square-foot covered porch ideal for dining, relaxing, and overlooking the charm of Wiggle Lane. The generous lot size  a true rarity within Rosemary Beach  provides exceptional privacy and even offers room to add a private pool, further enhancing both lifestyle and long-term investment potential. Whether utilized as a primary residence with a private guest house, a multi-generational retreat, or a dual-income rental property, the flexibility here is unmatched. Live in one and lease the other, or maximize returns by renting both  the compound configuration allows for options rarely available within the community. Beyond the gates, owners enjoy access to Rosemary Beach's deeded beach access, multiple resort-style community pools, a private fitness facility, clubhouse, and tennis courts  all part of the thoughtfully curated lifestyle that defines this iconic coastal enclave. Steps from beloved shops and award-winning dining, and moments from the Gulf's white-sand shoreline, 107 Wiggle Lane embodies the very best of refined beach living. A truly one-of-a-kind opportunity in the heart of Rosemary Beach. Reach out today for cost-to-own and rental figures.

107 Wiggle Ln, Rosemary Beach
$2,200,000
2 Beds ⋅ 2 Baths ⋅ 995187 MLS
Positioned above it all, 34 North Barrett Square's 3D offers a rare top-floor perspective paired with the walkable rhythm and architectural charm that define this stretch of 30A. Vaulted ceilings and generous windows draw in sunlight throughout the day, while warm gulf breezes drift across a private balcony overlooking East Long Green Park. It is a setting that feels elevated yet effortlessly connected, where mornings begin outdoors and evenings unfold just steps from dining, shopping, and the beach. Inside, the residence reflects an upscale beach-chic sensibility inspired by long days on the sand and lively nights along the coast. Designer furnishings, playful pops of color, and thoughtful finishes create a space that feels polished without losing its sense of fun. Updated appliances, a brand-new HVAC system, and a recently replaced water heater add confidence and comfort, making the condo fully turnkey for personal enjoyment or continued rental use. The well-planned layout lives generously across 1,388 square feet and includes a built-in bunk area that expands sleeping flexibility without sacrificing flow. Open living and dining spaces invite both relaxed mornings and easy entertaining, while the top-floor location delivers added privacy and a sense of quiet that is a true premium in this setting. Beyond its lifestyle appeal, this home stands out as a proven performer. The property generated $95,668 in base rental income in 2024 and $97,070 in 2025, underscoring its strength as a dependable investment. Owners also enjoy access to multiple pools, private beach walkovers, tennis, fitness trails, and beautifully maintained green spaces, all woven into a vibrant town center known for year-round events and a distinctly walkable way of life. Whether envisioned as a primary residence, a second home, or a high-performing rental, this top-floor penthouse delivers a compelling mix of light-filled interiors, park views, and consistent income potential in one of the most sought-after locations along 30A.

34 N Barrett Sq Unit 3D, Rosemary Beach
$4,395,000
5 Beds ⋅ 6 Baths ⋅ 994627 MLS
Nestled in the heart of iconic Rosemary Beach, 63 Johnstown Lane is a sophisticated five-bedroom, five-and-a-half-bath coastal residence offering approximately 3,493 square feet of impeccably designed living spaces. Custom built by Benecki Homes and Melanie Turner Interiors, this never-rented home masterfully blends timeless craftsmanship with refined modern coastal design. The main living level features oversized sliding pocket doors that open to sweeping views of the idyllic Cabana Pool and surrounding community greenery. The gourmet kitchen is equipped with Wolf and Sub-Zero appliances, a custom-designed hood, generous storage, and thoughtful finishes that balance elegance and function. Separated from the living area by the stairway hall is the second-floor guest suite. On the first floor, two bedrooms overlook Cabana Pool and courtyard and are adjacent to a laundry room, an office nook, and multiple storage areas that lead to the garage. The third floor features a second living room, six twin bunk beds, and a full bathroom. The home's private outdoor spaces are equally impressive: a beautifully landscaped courtyard showcases mature plantings, a fire pit, and a serene water feature, creating an ideal setting for intimate gatherings or relaxed evenings under the stars. A standalone carriage house above the oversized two-car garage offers additional versatility, featuring a king bedroom, two twin bunks, a full living area, and a full kitchen deal for guests, extended family, or potential rental income. Positioned just steps from Rosemary Beach's acclaimed amenities, including multiple community pools, a fitness center, tennis courts, boutique shops, restaurants, and the town center of one of Florida's most coveted coastal communities.

63 Johnstown Ln, Rosemary Beach
$4,900,000
4 Beds ⋅ 4 Baths ⋅ 994605 MLS
FABULOUS RENTAL HOME AT THE CORNER OF 'UPTOWN' & FUN - GREAT ROSEMARY BEACH LOCATION -Near Tennis courts, Fitness Center & Indoor/outdoor pool. Home has EXPANSIVE PRIVATE COURTYARD W/ HEATED POOL & HOT-TUB, OUTSIDE FIREPLACE & STAINLESS GRILLING STATION. A HUGE COVERED PORCH overlooks the courtyard & provides OUTDOOR DINING & LIVING SPACE. MASTER SUITE on 1st floor overlooks courtyard, Guest room has en-suite bath on 1st floor & laundry. LIVING/DINING/KITCHEN on 2nd has 14' CEILINGS & FIREPLACE, wood FLOORS throughout, MARBLE countertops, & THERMADOR range. LOFT BR makes 3rd BR in main house. 480 sf CARRIAGE HOUSE over 2-car GARAGE w/ EZ straight-in entry. Steps to the QUIET END OF THE BEACH, Racquet Club, & FITNESS CENTER w/ Indoor pool . Recently Renovated , this ''ALYS LOOK'' whitewashed home is LIKE NEW

270 E Water St, Rosemary Beach
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